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The Logbook Index

A subject-by-subject guide to the complete Logbook archive.

An open logbook with index tabs and a ribbon bookmark, engraved in pale blue against navy.

The essays below are grouped by subject. Within each topic, the earlier pieces introduce ideas used in the later ones.

Portfolio Construction

How to combine investments, choose leverage, and decide how much to bet.

  1. Regression is Not Intuitive
  2. Is Your Sharpe Lying?
  3. Correlation is not Intuitive
  4. In Defense of Leveraged ETFs
  5. The Risks of a Growth Efficient Portfolio
  6. Volatility Drag & Volatility Pumping
  7. Bet Sizing With Skewed Returns
  8. Liquidity for Long-Term Investors
  9. The Best Predictor of Asset Returns
  10. Don’t Short the Bubble

Market Microstructure

Order books, market makers, execution costs, and the rules that shape trading.

  1. The Structure and Purpose of Trading
  2. The Unreasonable Effectiveness of Order Books
  3. Market Fragmentation
  4. Market Consolidation
  5. Order Routing
  6. Market Impact
  7. Optimal Tick Size
  8. Stock vs Options PFOF
  9. Basis Trades
  10. The Tail Wagging the Dog
  11. Do TWAPs Reduce Execution Cost?
  12. Should Insider Trading be Regulated?

Volatility & Derivatives

Options pricing, volatility surfaces, hedging, and the risks that simple models miss.

  1. Derivatives Pricing
  2. Stock Prices Can't be Smooth
  3. Why Robinhood Banned Box Spreads
  4. Warren Buffett & Put Selling
  5. Options Implied Distributions are NOT Real-World Distributions
  6. Hedging Errors & Options PnL
  7. Options Path-Dependency
  8. Pin Risk
  9. The Effects of Spot-Vol Correlation
  10. Skew and Kurtosis from Two Perspectives
  11. Vol Convexity
  12. How Volmageddon Wiped out Billions
  13. Implied Correlation and Index Skew
  14. Volatility Term Structure
  15. Decomposing Volatility Skew
  16. Beta Compression
  17. Multidimensional Greeks
  18. Perpetual Options
  19. Exotic Derivatives Risk Recycling
  20. Cross-Asset Relative Value
  21. Derivative Income
  22. Events & Forward Volatility
  23. Variance Time Modeling

Prediction Markets

What a market price says about an event, and what it leaves out.

  1. Market Probabilities are NOT Real Probabilities
  2. Asymmetric Vig Distribution
  3. When to HODL💎🙌
  4. Why Betting Markets Move Differently Compared to Polls & Models

Macro & Theory

Interest rates, inflation, asset pricing, and the forces behind long-run returns.

  1. Inflation & Interest
  2. Negative Interest Rates
  3. Modern Monetary Theory
  4. Fiscal Dominance
  5. In Defense of the 50 Year Mortgage
  6. PCA of Fixed-Income Returns
  7. The Equity Risk Premium Puzzle
  8. The Bonds in the Stocks
  9. Post-Earnings-Announcement Drift
  10. Factor Investing
  11. Rates & Stocks Under Fast Takeoff
  12. How to Extract Max Value from Your Edge?
  13. Rates & Mortgage Spreads
  14. The Stolper–Samuelson Theorem

Corporate Finance

Valuation, capital structure, public listings, and the economics of the firm.

  1. The Cost of Capital
  2. Valuation Multiples
  3. The Cost of Financial Intermediation
  4. Index Investing
  5. Initial Public Offerings
  6. The Crowd vs. the Cap Table
  7. Above Market ≠ Overpaying
  8. Comparative Advantage

Decentralized Finance

Capital formation, lending, market making, and settlement onchain.

  1. Is DeFi Just One Giant Ponzi?
  2. Degens Are Pioneers
  3. Onchain Capital Formation
  4. Blockchain Factors
  5. Democratized Liquidity Provision
  6. Onchain Structured Credit
  7. Auto-Deleveraging
  8. Stablecoins & Monetary Power
  9. Can the Economy be Fully Decentralized?
  10. Tornado Cash
  11. From Dead Internet to Verified Web

Mathematical Curiosities

Problems in probability, computation, and reasoning with consequences for markets.

  1. Two Envelopes
  2. The Arcsine Laws
  3. Inconsistent Utility & Arbitrage
  4. Why we Love Trees
  5. A Warrant vs Option Puzzle
  6. Markets are Efficient if and only if P = NP
  7. How to Think Clearly

Freeport Markets

The ideas behind Freeport and the markets it makes accessible.

  1. Trading vs Investing
  2. AI-Driven Investing
  3. 10% "Risk-Free" Yields in Crypto
  4. Trading Weekend Perp Markets
  5. Trading Pre-IPO Stocks
  6. Do Freeport Users Make Money?

Professional Punters

Conversations with people who make a living taking risk.

  1. Professional Punters S1E1
  2. Professional Punters S1E2
  3. Professional Punters S1E3
  4. Professional Punters S1E4
  5. Professional Punters S1E5
  6. Professional Punters S1E6
  7. Professional Punters S1E7
  8. Professional Punters S1E8
  9. My Podcast w/ Odds on Open